Synthesis of methyl epi-anhydroquinate utilizing [2,3]-sigmatropic rearrangement of iodosoalkene

Sho Inomata, Minoru Ueda, Takeshi Sugai, Mitsuru Shoji

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

Sigmatropic rearrangement has been utilized for stereoselective syntheses of structurally complicated natural products because of its high stereoselectivity and reactivity. Quinic acid (1) and its epimer 2 are versatile building blocks for the preparation of various bioactive compounds. We report the synthesis of methyl epi-anhydroquinate 3 via the [2,3]-sigmatropic rearrangement of iodosoalkene.

Original languageEnglish
Pages (from-to)1273-1275
Number of pages3
JournalChemistry Letters
Volume42
Issue number10
DOIs
Publication statusPublished - 2013 Oct 16

ASJC Scopus subject areas

  • Chemistry(all)

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